Unexpected synthesis of 4,4′-bis(1,2,3-triazole)s from calcium carbide as an acetylene source <i>via</i> a click reaction

4,4'-Bis(1,2,3-triazole)s were efficiently constructed in one step at room temperature through a click reaction, utilizing calcium carbide as the alkyne source, sodium azide as the nitrogen source, and benzyl halides as the substrate, with simultaneous formation of two C-N bonds and one C-C bond. This protocol has the advantages of an easily handled, cost effective alkyne source, simple and efficient synthesis steps, a wide substrate range, satisfactory yields and good selectivity. Moreover, this atomically efficient reaction involving two calcium carbide molecules is expected to greatly increase the utilization of calcium carbide, and the method can be scaled up to the gram scale.

Authors

Institutions

Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob01202c
Primary Topic
Synthesis and Characterization of Pyrroles
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Unexpected synthesis of 4,4′-bis(1,2,3-triazole)s from calcium carbide as an acetylene source via a click reaction

Cheng Cao, Rugang Fu, Fei Wen, Dong Qiu et al.
Organic & Biomolecular Chemistry
Synthesis and Characterization of Pyrroles
article

Unexpected synthesis of 4,4′-bis(1,2,3-triazole)s from calcium carbide as an acetylene source via a click reaction

Cheng Cao, Rugang Fu, Fei Wen, Dong Qiu, Junke Wang, Yingxiao Zong
article en

Abstract

4,4'-Bis(1,2,3-triazole)s were efficiently constructed in one step at room temperature through a click reaction, utilizing calcium carbide as the alkyne source, sodium azide as the nitrogen source, and benzyl halides as the substrate, with simultaneous formation of two C-N bonds and one C-C bond. This protocol has the advantages of an easily handled, cost effective alkyne source, simple and efficient synthesis steps, a wide substrate range, satisfactory yields and good selectivity. Moreover, this atomically efficient reaction involving two calcium carbide molecules is expected to greatly increase the utilization of calcium carbide, and the method can be scaled up to the gram scale.

Organic & Biomolecular ChemistryVol. 23(46)
Hexi University (CN)
Openalex Percentile: Top 76%
Synthesis and Characterization of Pyrroles
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.